
Holiday rentals in Willimantic
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Top-rated holiday rentals in Willimantic
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1890 River Barn
Perched above the Piscataquis River, this historic barn was beautifully renovated into a rustic luxury retreat. Two full stories plus a sleeping loft with relaxing river views on all levels. Gourmet kitchen/dining area with a fireplace on the first floor & a cozy yet spacious living area upstairs. Enjoy the garden & patio overlooking the river or unwind in the luxurious copper soaking tub in the loft. Designed for a couple & perfect for romantic getaways, yet comfortable to sleep up to 4 guests.

Cozy Rural A-Frame in the Middle of Maine.
Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

Pinecone|Apartment Downtown with Fire Pit
1st floor Apartment in Downtown Greenville w/ direct ATV & snowmobile access. Hiking, skiing, fishing, hunting all a short drive. If you are a boater, there is a boat ramp one street over. When you aren't out exploring the north woods take a walk into town for breakfast, lunch, dinner and shopping! Located in the east cove, this studio apartment puts you in the middle of all the action! Especially during Fly-In and 4th of July celebrations, don't worry about parking since you're a walk away!

A Very 'Pleasant' Oasis Steps to Lake Hebron+Town
'Pleasant House' is a second level apartment that is centrally located to all that Monson, Maine has to offer-- you are just steps to Lake Hebron & our adorable town! Whether you’re a hiker along the Appalachian Trail, ATVer, leaf peeper, snowmobiler, lake goer, or here to just get-away... you’ve come to the right spot! This modern apartment includes 2 bedrooms, a full bathroom, a fully equipped kitchen & dining area, living room, a BBQ grill, firepit, and two off-street parking spots!

Tranquil Cove on Sebec Lake
Get back to the best things about life! Relax in our quiet cove. Our quaint home is tucked away in a wooded corner on Lake Sebec. We invite you to explore the lake and land. Go for walks, swim, kayak, boat, hike, or hang back and read, play games, make a meal with friends, or work, if you must. Warm up by the indoor fireplace after a nearby hike on a brisket autumn eve or roast marshmallows on the outdoor fire pit. Sit down by the lake and take in the life that surrounds you.

Rustic Country Apartment on The Moosehead Trail.
We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

Trailside Cabin In Perfect Location!
Trailside cabin with lots of opportunity! Hiking, Hunting, Fishing, Swimming, and ATV/Snowmobile trail runs right through property. Moosehead Lake, Greenville, The Forks, Bingham, The Windmills all close by. The Appalachian Trail borders the property. Hike Borestone Mtn, Barren Mtn, Big Squaw, or the AT. Town beach is also close by for swimming in Lake Hebron. Park your truck and ride your ATV/Snowmobile to several restaurants, gas stations, grocery stores, lakes, and mountains.

The Boathouse on Sebec Lake, Cozy Glamping Retreat
The Boathouse Cottage is a cozy studio cottage with a deck overhanging Sebec Lake. Think elevated “glamping!” Studio has a queen bed w/linens, full futon and sitting area. Bathroom with shower includes towels. Kitchenette has dishes, utensils, microwave, refrigerator, coffee maker and toaster oven (no stove). Furnished porch has tabletop Weber grill with fuel. Shared dock and fire pit. Owners onsite at adjacent camp. Peaceful lakeside setting perfect for relaxing getaways.

Brewery Farm Retreat : Longfellow
Escape to the Pines Without Leaving Civilization Behind Nestled deep within whispering pine forests, our Next Chapter Cabins offer the perfect balance of wilderness seclusion and small-town convenience. Located on Turning Page Farm Brewery, just a short walk through the woods from our brewery and creamery, these cabins provide an immersive forest experience while being just 4 miles from the charming town of Monson. Take it easy at this unique and tranquil getaway.

Canoodlin Cabin on Sebec Lake
Canoodlin is the last point of land before the “big lake” and offers something for everyone with loon calls, fire pit, hammocks, hikes, fishing, canoeing, SUP, swimming and just taking in the beautiful sunset and views of Borestone from the well appointed, private cabin. Two master bedrooms, each with 1 king or 2 twin beds & its own full bathroom. Gas fireplace, kitchen with dishwasher, bbq & washer/dryer. Also included is fast wifi streaming, games and puzzles.

Field of Dreams Tiny Home
Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.

Cozy apartment with beautiful view at Walden Farm
Our cozy one bedroom semidetached apartment is situated on the old historic Walden Farm overlooking Wilson Pond. It is located one half mile from Greenville Airport and a five minute drive from downtown Greenville. One bedroom with queen bed, all amenities, full kitchen, living room with double bed futon and bathroom.
Popular amenities for Willimantic holiday rentals
Other great holiday rentals in Willimantic

Knotty Pine Trailside Cabins (3)

Waterfront on Whetstone Pond

The Tackle Box-fun fishing theme

Shepherd's Cabin| Secluded*Lakefront*Kayaks

Warden Camp on Kingsbury Pond, Couples retreat/ATV

Cottage That Overlooks The Field

Cozy vacation home riverfront on 1 acre lot

Cabin 5 with queen size bed and bunk





